Jake stumbled into his small studio apartment, his eyes feeling gritty and burning from the smokey interior of the small country western bar where he bartended on weekends. He had been working there for three years, ever since his best friend, Rich, had talked him into moving to Florida to help him out in the bar he had just opened. During the week he worked as a lifeguard for the Sunny Vale Resort.
Looking around his studio apartment, Jake just shook his head, thinking, been here for three fucking years and nothing to show for it. The only damn good thing is the weather and the ocean. I need to find a better job or move back home. Just thinking of the cold snowy winters of Pennsylvania made him shiver. He took a deep breath and slowly made his way to the minuscule shower that was just big enough to stand in but not turn around. He stripped off his clothes, tossing them towards the clothes basket, making a mental note that he needed to wash clothes Sunday, his only day off from both jobs.
After a quick shower, he quickly toweled off and flopped into bed, asleep almost as soon as his head hit the pillow. It seemed like he had just dozed off when he heard his alarm blasting out Surfin’ USA. Jake groaned and reached out until his hand found his alarm and shut it off. Slowly he sat up, then he put his feet on the floor and padded naked to the refrigerator. Pulling out the orange juice, he took off the lid and took a big drink.
By 9 a.m. he was clocking in at his job at the resort and headed out to the swimming pool to make sure everything was ready for the horde of rowdy kids and the rich plastic-titted bimbos who covered themselves in sunscreen so they would tan but not burn.
“Hey, Jake,” Ross, the other lifeguard called out to him, “need me to do anything?”
“Thanks, but have it all under control.”
Just as he was ready to climb up into his chair, he saw his boss making her way across the lawn toward him. Judging by the way she was marching toward him and the look on her face, Jake knew something was up. He quickly thought back over the past few days but couldn’t think of anything that he had done wrong.
“Jake,” she called out, “I have a special assignment for you. Ross, you are in charge of the pool and will be working with Cindy, who will be here in a couple of minutes.”
Jake forced back a groan as he figured that his special assignment would be to be the lifeguard at the special indoor pool for a kid’s birthday party. A crappy ending to a crappy week, he thought as he forced himself to smile.
“What’s the special assignment, Tiffany?”
“There is a bridal shower at the indoor pool starting in ten minutes,” she said as she turned on her heel and walked away.
“Fuck,” he muttered under his breath as he headed to the office to get the key to unlock the door to the pool.
The indoor pool was a special perk of the resort that could be rented out for special occasions, by the hour or the day. Jake hoped that it was only for a couple of hours as he did not feel like all the hoopla that went with the parties. Going into the office, he grabbed the key and headed down to the pool. When he got there, he saw several young ladies already standing outside the door.
“Sorry to make you ladies wait but if you give me a few more minutes to make sure everything is ready and then you can come in. Do you want the roof rolled back?”
“That would be nice, and there will be twenty of us,” an older woman said, eyeing him up and down.
Jake unlocked the door, stepped inside, and locked it behind him. He hit the button to get the roof rolling backward before he checked the chlorine level in the water and the temperature. He then checked to make sure there were enough towels and chairs set out. Once he was satisfied everything was in order, Jake unlocked the door.
“Welcome ladies. There is a long table at the end for cake, presents, and whatever else you need to put there. There is also a fridge stocked with waters and various juices and soft drinks.”
As the older woman walked in last, she leaned toward him, her light floral scent filling his nose, asking softly, “Since this is a bridal shower, how much would you charge to be our lifeguard stripper? I have plenty of money.”
Jake felt himself starting to blush and quickly cleared his throat before speaking, “I am a lifeguard, not a stripper,” as he made his way to the lifeguard chair.
As he sat there, watching the antics of the other young women, he could feel the gaze of the older woman on him. Jake did not know if he should be honored or horrified that a woman old enough to be his mother was ogling his body and heaven only knew what thoughts were running through her mind as she did so. Taking a glance in her direction Jake thought, Hell, she doesn’t look like any momma I know, especially mine. Maybe she isn’t as old as I think she is, but she is over the line of the girls I fuck, not even sure where that last thought came from.
The woman in question was indeed old enough to be his momma as she had just turned fifty and Jake was only twenty-five. She was full-figured with breasts that were still firm, long toned legs, and a booty just made for grabbing. As Jake made a sweep of the pool area with his eyes, he saw her stand up and slowly remove her wrap, causing his cock to give an approving nod at how well she filled out her white bikini. He quickly averted his eyes and fought to get himself under control.
I hope there is someone worth taking home tonight or it's going to be cold shower time, Jake thought.
After several hours, the party wound down, the cake was cut and eaten, the presents were opened, and they were all ready to call it a day. Jake climbed down out of his chair and went over to a closet, taking out a cart for the bride-to-be to load her gifts on to take to her room. After they cleaned up most of their party mess, all began to trickle out of the room. Jake stood by the door, ready to lock it behind them so he could clean the area.
The older woman was the last to make her way to the door, stopping by Jake, eyeing him up and down before saying, “I think having a stripper lifeguard would have been a great addition to the party,” as she reached out and stuck some bills in the front of his swimming trunks. “By the way, my name is Ariana, and I would like to buy you a drink after work…if you are old enough to drink, that is. What time do you want to meet me in the bar?”
“I am flattered, but I don’t have drinks with guests,” Jake told her.
“So to have a drink with you, I have to check out of the resort?”
“Yes, company policy,” he lied, hoping she would just leave so he could get finished.
Without a word, she leaned forward, looped her arm around his neck, pulled his head down towards her to catch his lips with hers, kissing him hard before releasing him and walking out the door, her hips swinging sensuously from side to side. Jake quickly shut the door, locked it, and hurried over to dive into the pool diving in. He swam three quick laps to try to cool down his ardor.
**********
That evening at work he watched all the young girls that came into the bar but nothing seemed to catch his eye or stir his cock like Ariana had today. He did not understand what it was about her that got him so turned on. He had never been interested in a woman her age. Thirty was as old as he was willing to fuck but much preferred them to be in their low twenties and willing to try anything. He had found most older women were just not into the crazy things.
Taking advantage of the lull in business, he stepped out from behind the bar to get some more glasses from the dish room and to refill the cooler with beer from the storeroom. Just as he finished, he heard the front door open and the chatter of a group of females. When they came closer to the bar, it was all Jake could do not to turn and go back into the storeroom, asking for Rich to take over for a bit. It was the bridal party from the resort and as before, Ariana was bringing up the rear.
“We reserved a room for a couple of hours,” a young blond wearing a ‘bride-to-be’ sash said.
Jake stood there a moment, finally realizing that had been what Rich had been talking about when he first came on shift and why they had an extra waitress. Regaining his senses, he looked out over the crowd for Tiana but didn’t see her.
“Right this way, ladies,” he said taking them to the small room Rich booked for private parties. “I will send your waitress right in.”
Taking a deep breath, Jake went in search of Tiana to tell her that the private party had arrived. He found her just coming out of the restroom. Jake then went back to the bar. After a couple of busy hours, he saw the bridal party coming out of the back room and heading toward the front door.
“Do you have a designated driver, or should I transport you back to the resort?” he asked.
“The resort is only a few blocks away and we walked so we will be okay,” Ariana assured him. “Thanks for your concern.”
“Our policy,” he said.
He watched them leave, then checked his watch, seeing he had an hour before closing time. He checked over the few remaining ladies in the bar but found none that appealed to him so he figured it would be a cold shower night. With thirty minutes to go, the door opened, and in strutted Ariana. She walked over to the bar and flopped down on a bar stool, her skirt sliding mid-way up her thigh.
“Now that everyone is safe and sound in bed, it is my time to have a couple of drinks.”
“What can I get you?” Jake asked all prepared to make her some type of girly drink.
“Johnny Walker Red and coke,” Ariana told him, “And fix yourself one. I hate to drink alone. Drinking alone is about as bad as masturbating alone.”
“On duty.”
Ariana just snorted and took a big drink from the glass he set in front of her. “I may have to drink alone but hopefully I will not have to sleep alone,” smiling at him, “or maybe you’re just gay?”
For a moment, Jake just continued putting dirty glasses and empty bottles in a tub to take to the kitchen, unsure what to say.
Finally, he turned towards her in a huff and said, “I’m not gay!” Then seeing her finger tapping the empty glass, he fixed her another drink.
Watching him making the drink, Ariana asked, “Do you own this bar or just work here?”
“I work here,” he told her, replacing her empty glass with a full one.
“So, you work here, a lifeguard at the resort, and I bet you that you barely make enough to survive,” Ariana commented, not knowing how close to the truth she was. “I got a proposition for you Mr. Lifeguard/Bartender. I want you to come back to my room with me. I’ll make it well worth your time. Besides, I saw you checking me out at the pool. I think you like my assets,” winking at him.
He stopped what he was doing for a moment giving her offer serious thought. After all, it’s not like her assets weren’t intriguing or he had any better prospects. Turning to her he said, “You’re on!”
“Great,” she said smiling, “What time you get off?”
Jake grinned, fighting back the urge to make a smart-ass comment as he looked down at his watch. “Last call!”
The few remaining customers just finished up and made their way out the door while Ariana remained seated, nursing her drink. Jake went over, locked the door, then came back to grab the tub. A few minutes later he came back followed by another man.
“Okay, we can go now,” Jake said grabbing her glass and draining the rest of her drink before he leaned down and kissed her.
“Hi, I’m Rich,” he said extending his hand to Ariana.
“Ariana,” she said shaking his hand.
“Have fun Jake,” Rich told him slapping him on the back. When he first saw Ariana, he thought that Jake was playing a joke on him because she was way older than any he had ever seen him with but from the way he kissed her, Jake was going to see some action tonight.
Rich followed them to the door, noticing how Ariana’s hand slowly slipped down to rest on Jake’s ass. Once they were outside, he relocked the door and went to finish closing up the bar. Jake slipped his arm around her waist, tugging her tight against his hip. They walked back to the resort in silence, each lost in their thoughts.
As they walked around the resort to the backside, Ariana pulled a keycard out of her purse and let them into a small hallway. Stopping in front of Room115, she used the same keycard to let them into the suite. Once inside Ariana bent over to remove her heels, her short skirt riding high up her thighs. Jake, who was behind her, just stopped and took in the view, wondering if she was wearing a thong or going commando as he could see nothing but the top of her thigh-high black stockings and a little skin.
“Would you like that drink now since you are off duty?” Ariana asked going over to the mini bar.
“Got a beer?” he asked as he removed his boots and socks.
Opening the small fridge, she took out two beers, popped the tops, and handed Jake one before taking a seat on the bed. When he just stood there, Ariana patted the bed beside her, saying, “Don’t play shy now.”
Jake made his way over to sit beside her, unsure just what to do. He knew that with the younger ones, they enjoyed some wild kinky sex and weren’t afraid to let him know it but with Ariana, he wasn’t sure. Jake began to wonder if he had made a mistake as missionary sex was not what he needed tonight. He wanted some heart-pounding, sweaty sex.
They finished their beers in silence. Ariana got up, took his empty bottle, and took them back over to the counter. Ariana turned around and as she walked toward him, her fingers slowly unbuttoned her blouse. Once undone, she slipped it off her shoulders, letting it pool at her feet. Reaching behind her, Ariana unfastened her skirt, letting it drop near her blouse, leaving her standing there in a deep purple thong and bra that was barely able to contain her breasts.
“Like what you see?” she said softly, hefting her breasts in her hand, her index fingertip brushing over the nipple, causing it to harden. Ariana slowly walked toward him, then stopped and turned around, giving him a good view of her ass as she bent over to roll one and then the other stocking down her leg. She stood on one leg as she removed them, tossing them in the direction of her clothes.
Placing a hand on each side of Jake’s hips, Ariana braced herself on the bed as she leaned forward, offering him her breasts. Jake unfastened the front clasps, letting them spring free. Leaning towards her, he captured a nipple between his teeth, nipping gently before sucking on it, his tongue flicking over the hardening nipple. He worked on the other with his fingers, gently pinching and pulling before switching, earning soft moans from Ariana as she tipped her head backward.
Pulling back, Ariana said as she reached for the hem of his tee shirt, “You have too many clothes on.”
Jake helped her get it off his head, giving it a toss behind him. Dropping to her knees, she pushed his legs apart as she reached for his snap on his jeans, pulling them open before she started to work the zipper down. Ariana leaned forward, her lips kissing his cock through his underwear, her tongue swiping over it. She reached down, cupping his balls in her hand, squeezing gently as she continued to lick and kiss his cock.
Reaching in through the slit in his briefs, Ariana worked his cock free, her tongue darting out to catch the little beads of precum on the tip. Wrapping one hand around his shaft, Ariana began to pump him as her tongue swirled around and under the mushroom head. He felt his balls start to tighten as Ariana took him in her mouth until the tip slid past her gag reflex. Gripping him with her lips, she slowly moved up until just the tip was in her mouth, her tongue once again doing its magic.
Ariana continued administering to his cock until he thought he would burst. Letting him fall from her mouth, Ariana grabbed the side of his jeans trying to tug them down. Jake laid back on the bed and raised his hips to make it easier as she tugged his jeans and briefs down his legs and off his feet, letting them lay where they landed. She moved closer, sucking on her index finger. Hefting his balls in her hand she started to lick and suck on them while working her hand under his ass, teasing his little hole with her fingertip.
“Ariana,” he warned, “if you don’t stop now, I am going to cum.”
“And why would that be bad? Surely you are not a one-trick pony?” she asked as she nipped his inner thigh, leaving a small bite mark.
Before he could answer, Ariana had captured his cock again between her lips, taking him down her throat while massaging his balls. As she felt his balls start to tighten, she increased her speed until Jake couldn’t hold back any longer, coating the back of her throat with jets of hot sticky salty cum. Ariana continued to lick and suck until he had nothing more left in him.
Slowly she crawled up on the bed beside him, kissing him. He could taste himself on her lips and tongue. Her hands roamed over his hairy chest, gently pulling on the hairs as she nestled close to his body. As he laid there, enjoying the afterglow of his orgasm, he could feel her fingernails lightly scraping up and down his shaft.
Chuckling lightly, Jake told her, “You done killed him so it will be a bit before you can resurrect him.”
“Really?” Ariana asked as she stood up, looking down at him. “I love a challenge,” she said as she wiggled out of her damp thong and tossed it on his face.
She quickly straddled his lap, bracing herself by putting her hands on the bed, as she rubbed her slick pussy against his cock. Jake reached up and tweaked her nipples, then rubbed the pad of his thumbs over the tips. Ariana leaned down and kissed him, their tongues plundering each other’s mouths. To Jake’s surprise, he could feel himself getting hard. Ariana sat up and began to move her pussy in circles around his cock before slipping off to kneel between his legs.
Leaning forward, her tongue circled the head of his cock while massaging his balls. Taking him to the edge, Ariana got up and straddled his lap, taking just the tip of his cock inside of her, moving slowly up and down.
When Jake reached for her waist to pull her further down on his shaft, Ariana playfully slapped his hands away. “Hands on the bed. Lay there and enjoy the ride, baby.”
Jake wiggled up farther on the side of the bed until the back of his legs hit the side of the bed, his hands clasped together above his head, eyes closed, ready to enjoy the ride. As Ariana eased down a little farther on his cock her inner muscles squeezed, making Jake moan. Involuntarily he thrust his hips upward, earning a slap on his outer right thigh.
“Behave,” she warned him. “You don’t want to make me get out my silk ties and tie you to the bed to keep you still. I’d rather wait to do that in my bedroom that has a bed made just for that.”
Jake’s eyes flew open as he stared at Ariana, trying to decipher if she was teasing or serious but he couldn’t tell by her facial expressions. She knew by the way his body tensed that she had managed to rattle his cage but Ariana didn’t say anything as she resumed what she was doing.
With each downward motion, Ariana took him deeper and deeper inside of her until he was seated deep inside of her, stretching her as she had never been stretched before. Ariana began doing circles again, alternating with squeezing him with her pussy. Jake had never such sensations before and was fighting back coming too soon.
“Look at me Jake,” Ariana commanded. “Watch my finger stroke my clit.”
As Jake watched, she started to rub her clit while barely moving up and down his shaft. Taking her finger she leaned forward, wiping her nectar on his lips. He greedily sucked her finger between his lips, licking her juices from her finger.
After a few minutes, she moved off him and motioned for him to move to where he was laying in the middle of the bed. Once he was settled, Ariana straddled his hips, sinking deep onto his shaft. Leaning back Ariana began to massage his balls while fingering herself.
Getting closer to her orgasm, Ariana began to ride him harder, taking him as deep as she could, her pussy working him over until he could not hold back any longer and came hard. Ariana shrieked as her orgasm swept over her body moments later. They both lay there, breathing deeply, their hearts beating fast in their chests.
Ariana slowly moved off Jake and headed to the bathroom, calling over her shoulder, “Join me.”
Groaning, he got up on shaky legs and followed her to the bathroom. When he got in there, she was already in the shower. Jake joined her and she pitched him a loofa, then handed him a bottle of apple-scented body wash. Jake squirted some on the loofa and started with her back, then moved to her front where he began to tease her nipples. Soon the loofa was forgotten on the shower floor as his fingers worked on her clit while his mouth and tongue licked, sucked, and nipped at her breasts.
Gently pushing her against the shower wall, he rubbed his thumb over her clit, while three fingers of his other hand pushed inside, finding her G-spot. Soon Ariana was wiggling, taking in deep gulps of air, her hands entangled in his hair as her orgasm started burning in the pit of her stomach, rising with each thrust of his fingers and swipe of his thumb over her clit.
“Oh fuck, Jake, make me cum hard,” she begged.
Jake sucked harder on her nipples, alternating while thrusting four fingers in and out, rubbing and pinching her clit. She could feel the heat engulfing her as she began to twitch with the beginnings of her orgasm until it felt like bottle rockets going off throughout her body, stars flashing in front of her eyes. Ariana opened her mouth and let out a scream as her juices flowed down his hand and forearm, dripping to the shower floor.
Jake slowly pulled his fingers out and kissed her before she sank to the shower floor, her legs unable to hold her up any longer. Reaching down, he took her hand and pulled her to her feet, hugging her. Releasing her, she sat on the small seat while Jake washed up. Getting out of the shower, they toweled off and headed to bed, making love a couple more times before dawn. As the sun rose in the East, Jake dressed and quietly left the room as Ariana slept.
**********
On Monday, Jake dragged himself into work. Although he had slept most of Sunday, he was still tired. It had been a while since he had engaged in a marathon sex session but Ariana was insatiable. Although he wasn’t for sure, he figured that Ariana and the bridal party had checked out Sunday. Jake wished that he had more time with Ariana but he wasn’t sure how many more times his cock would have functioned.
As he was settling in his lifeguard chair with Brittany on the other side, he saw out of the corner of his eye, Ariana making her way to a lounge chair, spreading out her towel on it. He watched her rub suntan lotion on her legs and arms, then she looked up at him, crooking her little finger at him. Jake wanted to ignore her but he found himself climbing down off his lifeguard chair and going over to her.
Trying to act professionally, Jake asked, “How can I help you?”
Ariana chuckled and held out the bottle of suntan lotion. “My back needs suntan lotion on it.”
Although fraternizing with guests in such a manner was not allowed and could get him written up, he knew that Brittany wouldn’t say a word and if she saw their boss coming, she would give a short blast on her whistle. He had done it for Brittany several times. He took the bottle and when she was lying on her stomach, he began to rub lotion on it.
“Same suite, your lunch break." She slipped him her extra key card.
Jake took it without any hesitation and when he got back in his lifeguard chair, he slipped into his fanny pack. For the rest of the week, he went to her suite on his lunch break. On Friday, as he was getting ready to go back to work, Ariana dropped a bombshell on him.
“Jake, it is time for you to quit your jobs and let me take care of you. I want you to be my Sugar baby.”
Stunned, Jake just stared at her before saying, “I need to think on it, Ariana.”
“We wouldn’t live here. I have a house about fifty miles from here.”
“I will think on it,” he told her again as he kissed her before heading back to work.
